Synthesis of paenipeptin C′ analogues employing solution-phase CLipPA chemistry

We herein report the synthesis of analogues of the antimicrobial lipopeptide, paenipeptin C′, by installing varying lipid moieties using thiol-ene CLipPA (Cysteine Lipidation on a Peptide or Amino Acid) chemistry. Biological evaluation against both Gram-negative and Gram-positive strains indicated that several analogues possessed potent broad-spectrum antimicrobial activity. Thiol-ene CLipPA reaction of a vinyl ester and thiolated peptide for generation of an S -lipidated paenipeptin C′ analogue with broad spectrum antibacterial activity.